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4-(Trifluoromethyl)-L-phenylalanine

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CAS:114926-38-4
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CAS:114926-38-4
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4-(Trifluoromethyl)-L-phenylalanine manufacturers

4-(Trifluoromethyl)-L-phenylalanine Basic information
Product Name:4-(Trifluoromethyl)-L-phenylalanine
Synonyms:L-4-TRIFLUOROMETHYLPHE;4-(TRIFLUOROMETHYL)-L-PHENYLALANINE;L-4-TRIFLUOROMETHYLPHENYLALANINE;L-3-[4-(TRIFLUOROMETHYL)PHENYL]ALANINE;H-L-PHE(4-TRIFLUOROMETHYL)-OH;H-PHE(4-CF 3)-OH;(S)-2-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID;RARECHEM BK PT 0139
CAS:114926-38-4
MF:C10H10F3NO2
MW:233.19
EINECS:
Product Categories:a-amino;Amino Acids
Mol File:114926-38-4.mol
4-(Trifluoromethyl)-L-phenylalanine Structure
4-(Trifluoromethyl)-L-phenylalanine Chemical Properties
Boiling point 311.5±42.0 °C(Predicted)
density 1.364±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
form solid
pka2.15±0.10(Predicted)
color White to yellow
Optical Rotation-16.23°(C=0.01g/ml MEOH)
Water Solubility Slightly soluble in water.
InChIInChI=1S/C10H10F3NO2/c11-10(12,13)7-3-1-6(2-4-7)5-8(14)9(15)16/h1-4,8H,5,14H2,(H,15,16)/t8-/m0/s1
InChIKeyCRFFPDBJLGAGQL-QMMMGPOBSA-N
SMILESC(O)(=O)[C@H](CC1=CC=C(C(F)(F)F)C=C1)N
CAS DataBase Reference114926-38-4(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 2922498590
MSDS Information
ProviderLanguage
SigmaAldrich English
4-(Trifluoromethyl)-L-phenylalanine Usage And Synthesis
Uses4-fluoro-l-phenylalanine (fF), or 4-trifluoromethyl-l-phenylalanine were introduced inside the chain of peptides to enhances their antimicrobial activity..
Synthesis
diethyl 2-(acetylamino)-2-[4-(trifluoromethyl)benzyl]malonate

114872-59-2

AC-DL-PHE(4-CF3)-OH

82337-58-4

2-(TRIFLUOROMETHYL)-DL-PHENYLALANINE

3832-75-5

Step 2: Diethyl 2-acetamido-2-(4-(trifluoromethyl)benzyl)malonate (LXII, theoretical amount 0.125 mol) was dissolved in acetone (400 mL) and 2 M aqueous NaOH solution (400 mL) was added. The reaction mixture was refluxed overnight and subsequently concentrated under reduced pressure to remove the solvent. The residue was dissolved in water and washed with hexane (3 x 400 mL). The aqueous phase was adjusted to pH=1 with acid and the precipitate was collected by filtration to afford 2-acetamido-3-(4-(trifluoromethyl)phenyl)propionic acid (LXIII) as a white solid (25.8 g, 93.7 mmol, 75% overall yield in two steps).

References[1] Patent: WO2012/109164, 2012, A1. Location in patent: Page/Page column 53-54
4-(Trifluoromethyl)-L-phenylalanine Preparation Products And Raw materials
Raw materialsdiethyl 2-(acetylamino)-2-[4-(trifluoromethyl)benzyl]malonate-->Acetone-->Sodium hydroxide
Tag:4-(Trifluoromethyl)-L-phenylalanine(114926-38-4) Related Product Information
Propionic acid N-(tert-Butoxycarbonyl)-L-phenylalanine 6-Aminocaproic acid 3-(Trifluoromethyl)benzaldehyde 3-(trifluoromethyl) Cinnamaldehyde Phenyl salicylate 4-Nitro-3-phenyl-L-alanine Diphenyl ether (Trifluoromethyl)trimethylsilane PHENYL VALERATE Trifluoromethanesulfonic anhydride Phenprobamate D-4-TRIFLUOROMETHYLPHENYLALANINE L-Phenylalanine Glycine Aminoethoxyvinyl glycine hydrochloride PHENYL RESIN Fluorenylmethoxycarbonyl-L-4-trifluoromethylphenylalanine,FMOC-L-4-TRIFLUOROMETHYLPHENYLALANINE,FMOC-4-(Trifluoromethyl)-L-phenylalanine